Ring opening reaction of the pyridinium salt of 4‐nitro‐3‐isoxazolin‐5‐one: A preparation of trifunctionalized methane derivatives | Zendy

Nishiwaki Nagatoshi | Zendy; Takada Yuji | Zendy; Inoue Yoji | Zendy; Tohda Yasuo | Zendy; Ariga Masahiro | Zendy

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Ring opening reaction of the pyridinium salt of 4‐nitro‐3‐isoxazolin‐5‐one: A preparation of trifunctionalized methane derivatives

Author(s) -

Nishiwaki Nagatoshi,

Takada Yuji,

Inoue Yoji,

Tohda Yasuo,

Ariga Masahiro

Publication year - 1995

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570320215

Subject(s) - chemistry , pyridinium , nitro , ring (chemistry) , salt (chemistry) , cleavage (geology) , carbon atom , methane , medicinal chemistry , organic chemistry , alkyl , geotechnical engineering , fracture (geology) , engineering

The ring cleavage of the pyridinium salt of 4‐nitro‐3‐isoxazolin‐5‐one 1 was found to proceed under mild basic conditions and to give cyano‐ aci ‐nitroacetates 2 in quantitative yields. The ring opened products 2 have three different functional groups at the same carbon atom, and are worth applying as a useful building block to syntheses of polyfunctionalized compounds.

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